CN101195716B

CN101195716B - Production method of self-dispersing dye

Info

Publication number: CN101195716B
Application number: CN2007101708830A
Authority: CN
Inventors: 何瑾馨; 刘栋良; 董霞; 潘大伟; 董志军
Original assignee: Donghua University
Current assignee: Donghua University
Priority date: 2007-11-23
Filing date: 2007-11-23
Publication date: 2011-11-09
Anticipated expiration: 2027-11-23
Also published as: CN101195716A

Abstract

The invention relates to a preparation method of self-dispersing dye. The preparation method comprises the following steps: firstly, disperse dye derivative preparation: the dyes and the polyether compound with identical mol ratio are mixed and added into organic solvent with catalyst, temperature reflux reaction is performed for 8 to 72 hours, the organic solvent is rotated to be evaporated, deionized water are added into the organic solvent , the organic solvent is blended and dissolved, the unreacted dyes are filtered to be removed, and then filter liquor is concentrated; secondly, liquid self-dispersing dye preparation: the disperse dye polyether derivative is dissolved in the deionized water, original disperse dye is added into deionized water according to the solid content with the 10 percent to 60 percent of weight ratio, wherein, the weight ratio of the disperse dye and the polyether derivative is 1 to 10:1, grinding is operated for 2 to 12 hours after beating, and the agitating speed is 800 to 3000r/min. The invention has the advantages that the preparation process is simple, the requirement to the equipment is low, and the invention is suitable for the industrialization production.

Description

A kind of preparation method of self-dispersing dye

Technical field

The invention belongs to dyestuff and fabrics printing and dyeing processing and preparing field, particularly relate to a kind of preparation method of self-dispersing dye.

Background technology

China is the production and the big export country of textiles, and textile exports was earned foreign exchange more than 1,200 hundred million dollars in 2006; Simultaneously, the textile printing and dyeing processing industry also is water consumption, power consumption and the high pollution industry of China's maximum, and environment has been caused great harm.State Bureau of Environmental Protection proposes, and must reach discharging standards to the industrial sewage of all dyeings of the whole nation in 2010, and therefore, the printing and dyeing processing technology of develop energy-conservation, water saving, ecological close friend is the only way of dyeing survival and development, also is the task of top priority.

Trevira is one of most important textile fibres, and dispersed dye are main tinting materials of trevira, and China has become maximum in the world dispersed dye production and export State at present.Do not contain water-soluble group in the disperse dyes structure, and the nonionic polar group with some amount, dispersed dye solubleness in water is very little under the normal temperature, after need be processed into the dispersion of molecule through commercializations such as grinding and spraying dryings, just can be used for the printing and dyeing processing of trevira.The dispersion stabilization of dispersed dye in commercialization processing and application is vital, because crystal conversion may take place in the molecule of dyestuff in solution, and phenomenons such as grain growth, gathering, aggegation.

The method of traditional raising dyestuff dispersion stabilization normally the preparation and use in by means of multiple auxiliary agent, as surfactant blend such as dispersion agent, levelling agent and solubilizing agent, it is scattered in the dyeing medium as far as possible equably.But the auxiliary dosage that this method needs is very big, and the ratio of dyestuff and dispersion agent is generally more than 1: 1, even will reach 1: 2.Just because of this, there is following problem in dispersed dye when practical application: a large amount of auxiliary agents such as dispersion agent directly discharge and cause environmental pollution in (1) dyeing waste-water, and still do not have recovery, recycle utilization at present; When (2) dyeing, auxiliary agents such as dispersion agent produce solublization to dyestuff, have reduced the utilization ratio of dyestuff and have produced a large amount of colorful wastewaters; (3) dyestuff branch radiation stability at high temperature is relatively poor, easily assembles, thereby causes textile dyeing irregular; (4) finish temperature-fall period in dyeing, a considerable amount of dyestuffs are trapped in fiber surface, in order to improve the wet fastness of DYED FABRICS, after finishing, dyeing must reduce washing to remove the fabric face loose colour to product dyed thereby, and this process water consumption, power consumption also produce a large amount of washess.

The dispersion stabilization of dispersed dye, the particularly research of high temperature dispersion stabilization are for the class that improves dispersed dye quality, textiles and comply with the dyeing automation development and have great significance.Since self-dispersing dye came out, the various countries scientist was devoted to improve the research of dispersed dye high temperature dispersion stabilization always, but the emphasis of research mainly concentrates on and improves dispersion agent high temperature dispersion stabilization and aspect such as dispersion usefulness thereof down.

Summary of the invention

The technical problem that solves

The technical problem to be solved in the present invention provides a kind of preparation method of self-dispersing dye, to overcome the variety of problems that faces in the traditional commodities disperse dye application process.

Technical scheme

Technical scheme of the present invention provides a kind of preparation method of self-dispersing dye, may further comprise the steps:

(1) preparation of dispersed dye derivative: will wait the dyestuff of mol ratio and polyether compound to mix, add in the organic solvent with catalyzer, temperature rising reflux reaction 8～72 hours, rotary evaporation falls organic solvent, add deionized water then, stirring and dissolving is filtered and is removed unreacted dyestuff, and filtrate promptly gets disperse dye polyether derivative after concentrating;

(2) commercialization of dispersed dye: disperse dye polyether derivative is dissolved in the deionized water, by solid content is that 10%～60% part by weight adds former dispersed dye, wherein the weight ratio of dispersed dye and polyether derivative is 1～10: 1, after pulling an oar grinding machine for grinding 2～12 hours, grinding medium comprises: the quartz sand of the granulated glass sphere of the zirconium oxide bead of Φ 1～3mm, Φ 1～3mm, the quartz sand of Φ 1～3mm, Φ 1mm, the zirconium oxide bead of Φ 1mm etc., stirring velocity 800～3000r/min obtains aqueous self-dispersing dye.

Dye structure in the described step (1) be characterized as the containing of azo class, anthraquinone class or other class-Br ,-Cl ,-F ,-NH ₂With-substituent dispersed dye molecules such as OH.

Polyether compound in the described step (1) has following feature: a) X (CH (CH ₃) CH ₂O) _x(CH ₂CH ₂O) _yCH ₃B) X (CH ₂CH ₂O) _m(CH (CH ₃) CH ₂O) _n(CH ₂CH ₂O) _pCH ₂CH ₂X; C) X (CH (CH ₃) CH ₂O) _x(CH ₂CH ₂O) _yCH (CH ₃) CH ₂X, x＞0 wherein, m＞0, y 〉=0, z 〉=0, n 〉=0, p 〉=0; X=-OH or NH ₂, and its HBL value is greater than 10, and molecular weight is greater than 100; The adduct number of polyoxyethylated adduct number and polyoxypropylene is greater than 2.

Catalyzer in the described step (1) is a kind of in yellow soda ash, salt of wormwood, sodium hydroxide or the potassium hydroxide.

Solvent in the described step (1) is a kind of in ethylene glycol monomethyl ether, ethylene glycol ethyl ether or the butyl glycol ether, also the mixture of these three kinds of solvents.

Solid content in the described step (2) is 10%～60%.

The dispersed dye in the described step (2) and the weight ratio of polyether derivative are 1～10: 1.

Milling time in the described step (2) is 2～12 hours.

Grinding medium in the described step (2) comprises: the quartz sand of the granulated glass sphere of the zirconium oxide bead of Φ 1～3mm, Φ 1～3mm, the quartz sand of Φ 1mm, Φ 1mm, the zirconium oxide bead of Φ 1mm etc.

Disperse dye polyether derivative also can and the dispersed dye close with its dye matrix structural similitude, coloured light grind the preparation self-dispersing dye.The 63 DISPERSE Violet 63 17 as shown below and the structure of disperse red 60 have very big similarity, and coloured light is more or less the same, and (maximum absorption wavelength is respectively in the acetone: λ _{Max (63 ,DIS,PER,SE ,Vio,let, 63 17)}=515nm and λ _{Max (disperse red 60)}=526.5nm), and the intermediate of 63 ,DIS,PER,SE ,Vio,let, 63 17 Chang Zuowei disperse red 60s in the dyestuff building-up process, therefore, 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives can be used to prepare the disperse red 60 self-dispersing dye.

63 ,DIS,PER,SE ,Vio,let, 63 17 disperse red 60s

Beneficial effect

Preparation technology of the present invention is simple, and equipment requirements is low, industrialization easily; Disperse dye polyether derivative has good wetting, dispersion and characteristic of solubilizing to its parent dyestuff; The self-dispersing dye median size of preparation is about 1 μ m, D ₉₀＜2 μ m, its dispersion stabilization improves with the increase of the weight ratio of dispersed dye and its polyether derivative, be used for the high-temperature pressure dyeing and the thermosol dyeing of polyester, do not add or add less auxiliary agent in the dyeing course, save dyeing back reduction clearing step, the dye utilization rate height, few to knitting dyestuff residual in the heavy 2% following time dyeing back dye bath, dye bath can reach clarification substantially.

Embodiment

The invention will be further elaborated below in conjunction with specific embodiment, should be understood that these embodiment only are used to the present invention is described and are not used in to limit the scope of the invention.Should be understood that in addition those skilled in the art can make various changes or modifications the present invention after the content of having read the present invention's instruction, these equivalences fall within the application's appended claims institute restricted portion equally.

Embodiment 1

In 250 milliliters the there-necked flask that agitator, reflux exchanger, dropping funnel are housed, add the SURFONAMINE of 0.736 gram (2 mmole) dispersion yellow 64 filter cake (purity 94.8%), 100 milliliters of ethylene glycol monomethyl ether, 4.14 grams (2 mmole)

(HUNTSMAN company provides L-207, and molecular weight is about 2070, and structural formula is CH ₃-[OCH ₂CH ₂] _x-[OCH ₂CH (CH ₃)] y-NH ₂, EO/PO=31/10, HLB=13.8) with 0.1 gram yellow soda ash, temperature rising reflux 8～12 hours is cooled to room temperature, and rotary evaporation falls solvent; Add 100 ml deionized water, stir, with the unreacted dyestuff of 5 flint glass F sintered filter funnel eliminations, rotary evaporation falls water, obtains the dispersion yellow 64 polyether derivative, yield＞90%.

1), 20 ml waters put into 800r/min shredder grinding 4 hours (dispersion yellow 64 and dispersion yellow 64 polyether derivative weight ratio are 1～5: with 0.5 gram dispersion yellow 64 filter cake, dispersion yellow 64 polyether derivative, grinding medium is the zirconium oxide bead of Φ 3mm, the median size and the D of the aqueous dispersion yellow 64 self-dispersing dye that obtains ₉₀As shown in table 1.

Table 1

Dispersion yellow 64: dispersion yellow 64 polyether derivative	1∶1	2∶1	3∶1	4∶1	5∶1
						Median size D ₅₀(μm) D ₉₀(μm)	1.08 1.89	1.09 1.91	0.99 1.87	1.10 1.92	0.98 1.83

Embodiment 2

In 250 milliliters the there-necked flask that agitator, reflux exchanger, dropping funnel are housed, add 0.636 gram (2 mmole) 63 ,DIS,PER,SE ,Vio,let, 63 17 filter cakes (purity 90.9%), 100 milliliters of ethylene glycol ethyl ethers, 4.14 gram (2 mmole) SURFONAMINE

L-207 (with embodiment 1) and 0.2 gram salt of wormwood, temperature rising reflux 72 hours, be cooled to room temperature, rotary evaporation falls solvent, adds 100 ml deionized water, stirs, with the unreacted dyestuff of 5 flint glass F sintered filter funnel eliminations, rotary evaporation falls water again, obtains 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives, and yield is greater than 70%.

0.5 gram 63 DISPERSE Violet 63,17 filter cakes, 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives (63 ,DIS,PER,SE ,Vio,let, 63 17 is 5: 3～1 with 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivative weight ratios), 30 ml waters are put into the 800r/min shredder and ground 8 hours, grinding medium is the zirconium oxide bead of Φ 1mm, the median size and the D that place under the aqueous 63 ,DIS,PER,SE ,Vio,let, 63 17 self-dispersing dye room temperatures that obtain ₉₀As shown in table 2.

Table 2

63 ,DIS,PER,SE ,Vio,let, 63 17: 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives	5∶3	5∶2	5∶1
				Median size D ₅₀(μm) D ₉₀(μm)	0.83 1.46	0.853 1.56	0.913 1.80

Embodiment 3

0.5 gram disperse red 60 filter cake, 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives (dispersion yellow 64 and dispersion yellow 64 polyether derivative weight ratio are 5: 3～1), 30 ml waters are put into the 800r/min shredder and ground 8 hours, grinding medium is the zirconium oxide bead of Φ 1mm, the median size and the D that place under the aqueous disperse red 60 self-dispersing dye room temperature that obtains ₉₀As shown in table 3.

Table 3

Disperse red 60: 63 ,DIS,PER,SE ,Vio,let, 63 17 polyether derivatives	5∶3	5∶2	5∶1
				Median size D ₅₀(μm) D ₉₀(μm)	0.66 1.35	0.61 1.25	0.72 1.47

Claims

1. the preparation method of a self-dispersing dye may further comprise the steps:

(1) preparation dispersed dye derivative: will wait in the dyestuff and polyether compound mixing and catalyzer adding organic solvent of mol ratio temperature rising reflux reaction 8～72 hours, rotary evaporation falls organic solvent, adds deionized water, stirring and dissolving, filter and remove unreacted dyestuff, filtrate concentrates;

(2) prepare aqueous self-dispersing dye: above-mentioned disperse dye polyether derivative is dissolved in the deionized water, by solid content is that 10%～60% weight ratio adds former dispersed dye, wherein the weight ratio of dispersed dye and polyether derivative is 1～10: 1, after pulling an oar, ground 4～8 hours stirring velocity 800r/min;

Described dyestuff is 63 ,DIS,PER,SE ,Vio,let, 63 17, disperse red 60 or dispersion yellow 64;

Described polyether compound is CH ₃-[OCH ₂CH ₂] _x-[OCH ₂CH (CH ₃)] y-NH ₂, molecular weight is 2070, EO/PO=31/10, HLB=13.8;

Described catalyzer is yellow soda ash, salt of wormwood, sodium hydroxide or potassium hydroxide;

Described organic solvent is ethylene glycol monomethyl ether, ethylene glycol ethyl ether or butyl glycol ether.

2. the preparation method of a kind of self-dispersing dye according to claim 1 is characterized in that, the grinding medium in the described step (2) comprises: the granulated glass sphere of the zirconium oxide bead of Φ 1～3mm, Φ 1～3mm, the quartz sand of Φ 1mm.